4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

Base Information

Chemical Name:4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide
CAS No.:131423-61-5
Molecular Formula:C₂₀H₂₄N₂O₄
Molecular Weight:356.422
Hs Code.:

Synonyms:4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

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Chemical Property of 4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

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Technology Process of 4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

There total 5 articles about 4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

: 131423-60-4,146501-70-4
4-<2-<(2S,4R)-4-benzyloxy-6-methoxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

: 131423-61-5
4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 0.5h; Heating;
DOI:10.1016/S0040-4020(01)87862-5

Reference yield:

: 131423-58-0
(2R,4S)-4-benzyloxy-6-hepten-1,2-diol

: 131423-61-5
4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) ozone / 1.) CH₂Cl₂/MeOH, -78 degC

2: 1.) oxalylchloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, - 60 deg C, 20 min, 2.)- 60 deg C, 1 h

3: 1.) NaH / 1.) DMSO, 20 min, r.t, 2.) DMSO, 20 min, r.t.

4: 93 percent / H₂ / 10percent Pd/C / methanol / 1 h / 40 °C / 2250.2 Torr

5: 87 percent / 3 N HCl / tetrahydrofuran / 0.5 h / Heating

With hydrogenchloride; Chloro-oxo-acetic acid; hydrogen; sodium hydride; ozone; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(01)87862-5

Reference yield:

: 131487-16-6
(2R,4R)-4-benzyloxy-6-methoxy-3,4,5,6-tetrahydro-2-methanal-2H-pyrane

: 131423-61-5
4-<2-<(2S,4R)-4-benzyloxy-6-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>-ethyl>-3-pyridinecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMSO, 20 min, r.t, 2.) DMSO, 20 min, r.t.

2: 93 percent / H₂ / 10percent Pd/C / methanol / 1 h / 40 °C / 2250.2 Torr

3: 87 percent / 3 N HCl / tetrahydrofuran / 0.5 h / Heating

With hydrogenchloride; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4020(01)87862-5